Aminofunctional silicone compositions and methods of use

ABSTRACT

There are provided novel diorganoaminoorganosiloxyterminated polysiloxanes and compositions thereof which provide improved properties to hair and textile fabric treated with them. Methods for treating hair and fabric with the polysiloxanes and compositions containing them are also provided.

This application is a division, of application Ser. No. 07/591,908,filed Oct. 2, 1990, now U.S. Pat. No. 5,132,663.

BACKGROUND OF THE INVENTION

The present invention relates to aminofunctional silicone compositions.More particularly, this invention relates to novel aminofunctionalsilicone compositions and their use as hair-treating and fabric-treatingagents.

It is well known in the art that organopolysiloxanes give hairglossiness, suppleness, smoothness, and softness. The use of aminoalkylsubstituted polydiorganosiloxanes in hair care compositions is also wellknown. Reference is made, for example, to Disapio, A. and Fridd, P.,Silicones: Use of Substantive Properties On Skin and Hair, InternationalJournal of Cosmetic Science 10, 75-89 (1988); and U.S. Pat. Nos.4,563,347 (Starch), 4,601,902 (Fridd et al.), and 4,749,732 (Kohl etal.).

For example, Disapio, A. and Fridd, P., Silicones: Use of SubstantiveProperties On Skin and Hair, International Journal of Cosmetic Science10, 75-89 (1988) disclose the use of two types of aminofunctionalsilicones, i.e., amodimethicone and trimethylsilylamodimethicone, ashair treating agents.

U.S. Pat. No. 4,563,347 to Starch discloses a hair conditioningcomposition containing a siloxane having the general formula

    R.sub.a X.sub.3-a Si(OSiX.sub.2).sub.n (OSiX.sub.b R.sub.2-b).sub.m OSiX.sub.3-a R.sub.a

wherein R is a functional group which provides attachment to the hair, Xis hydrogen, phenyl, hydroxyl, and saturated hydrocarbon radicals, a hasa value of 0-3, b has a value of 0-1, and n+m has a value of 1 to 2000.The functional groups represented by R have the formula C_(y) H_(2y) Zwherein y has a value of 2 to 8 and Z can be, among other things, --NH¹₂. The functional groups are located on the terminal units of thesiloxane and along the chain. The siloxane in Starch does not appear tocontain trifunctional siloxy units, but only monofunctional anddifunctional units.

U.S. Pat. No. 4,601,902 to Fridd et al. (Fridd) discloses the use in ahair treating composition of a polydiorganosiloxane having in themolecule at least one group represented by the general formula ═SiR¹¹NHR¹¹¹, wherein R¹¹ is an alkylene group and R¹¹¹ is hydrogen, an alkylgroup, or an aliphatic hydrocarbon group attached to the nitrogen atomthrough a carbon to nitrogen bond and containing at least one groupselected from --NH-- and --NHZ-- groups wherein Z is hydrogen or analkyl group. The location of the ═SiR¹¹ NHR¹¹¹ group is not specified inFridd.

U.S. Pat. No. 4,749,732 to Kohl et al. (Kohl) discloses a hair carecomposition containing an organopolysiloxane having attached along itschain silicon-bonded units of the formula --R¹ NQ[(CH₂)_(b) NQ]_(p) CHR²CHR³ COOR⁴ wherein R¹ is an alkylene radical, R² is hydrogen, phenyl, oralkyl radical, R³ is hydrogen or methyl, R⁴ is an alkyl radical, p has avalue of 0, 1, or 2, b has a value of 2, 3, or 4, and Q is hydrogen, analkyl radical, or a --CHR² CHR³ COOR⁴ radical.

U.S. Pat. No. 4,559,227 (Chandra et al.) discloses a conditioningshampoo containing an amine functional siloxane polymer of the formula:

    R.sub.3-z.sup.1 Q.sub.z SiO[R.sub.2.sup.1 SiO].sub.x [R.sup.1 QSiO].sub.y SiQ.sub.z R.sub.3-z.sup.1

wherein R¹ is an alkyl or a phenyl group, Q is an amine functionalsubstituent of the formula --R¹¹ Z, wherein R¹¹ can be a divalentalkylene radical and Z can be --NH₂, z has a value of 0 or 1, x has anaverage value of 25 to 1000, y has an average value of 0 to 100 when zis 1, and y has an average value of 1 to 100 when z is 0.

The use of aminofunctional polysiloxanes as sizing agents for textilefabric materials is also known in the art. Reference is made, forexample, to U.S. Pat. Nos. 2,921,950 (Jex et al.), 3,033,815 (Pike etal.), 3,890,269 (Martin), 4,661,577 (Jo Lane et al.), and 4,247,592(Kalinowski).

U.S. Pat. No. 2,921,950 (Jex et al.) discloses aminofunctionalorganopolysiloxanes useful as sizes for fibrous glass materials andcontaining units of the formula [H₂ NCH₂ CH₂ SiO₁.5 ] and the formula[R¹¹¹ _(n) SiO_(4-n/2) ], where R¹¹¹ is an alkyl group or an aryl group,and n has an average value of from 1 to 3 inclusive.

U.S. Pat. No. 3,033,815 (Pike et al.) discloses copolymericaminoalkylpolysiloxanes containing the structural units:

    [H.sub.2 N(C.sub.a H.sub.2a)R.sub.b SiO.sub.3-b/2 ] and [RR.sub.e.sup.1 SiO.sub.3-e/2 ],

wherein R is an alkyl group, a is an integer having a value of at least3, b is an integer having a value of from 0 to 2, R¹ is an alkyl or arylgroup, and e is an integer having a value of from 0 to 2.

U.S. Pat. No. 3,890,269 (Martin) is directed to a method for makingaminofunctional organopolysiloxanes by reacting in the presence of acatalyst an organopolysiloxane and an aminofunctional silane or siloxanewhich may have the formula

    (QG.sub.a SiO.sub.3-a/2).sub.x Z.sub.b

wherein Q can represent H₂ NR¹¹¹, wherein R¹¹¹ can be divalenthydrocarbon radical, G can represent a monovalent hydrocarbon radical, ais a number of from 0 to 2, x is a number of from 1 to 20,000, Z is aradical selected from the group consisting of R¹¹ O₀.5, R₃ SiO₀.5 andR¹¹ ₂ NR¹¹¹ O₀.5, wherein R¹¹ is hydrogen or a monovalent hydrocarbonradical, and R¹¹¹ is as defined above.

U.S. Pat. No. 4,247,592 (Kalinowski) discloses the treatment ofsynthetic fibers with a composition containing atriorganosiloxane-endblocked polydiorganosiloxane consisting essentiallyof terminal triorganosiloxane units of the formula R₃ SiO_(1/2) andbackbone diorganosiloxane units of the formula R₂ SiO_(2/2), wherein Ris either a nitrogen-containing radical of the formula --R¹ (NHCH₂CH₂)_(a) NHR¹ or a methyl radical. R¹ is a lower alkylene radical andR¹¹ is hydrogen or a lower alkyl radical, and a is 0 or 1. Thetriorganosiloxane-endblocked polydiorganosiloxane contains approximatelytwo silicon-bonded amino radicals of the formula --R¹ (NHCH₂ CH₂)_(a)NHR¹¹.

U.S. Pat. No. 4,661,577 (Jo Lane et al.) discloses aminofunctionalpolysiloxanes used for treating fabrics, wherein the polysiloxane issubstantially trialkylsiloxy terminated and has at least one amino orsubstituted amino group linked to at least one trifunctional siloxy unitof the polysiloxane through an alkylene or arylene bridge.

The amodimethicones, which are frequently used as hair-treating andfabric-treating agents, are silanol-stopped and undergo condensationcure to form Si--O--Si units. However, the curable nature of thesepolymers leads to certain drawbacks in their use in hair treating orfabric treating compositions, such as buildup, making the compositionsdifficult to remove.

It is desirable, therefore, to provide hair-treating and fabric-treatingcompositions containing non-curable aminofunctional silicones.

The known hair-treating or fabric-treating compositions containingnon-curable aminofunctional silicone compositions generally provide goodconditioning properties. However, it is continually desirable to provideother non-curable aminofunctional silicone compositions which providecomparable or improved conditioning characteristics to hair and goodhand qualities to fabric.

Thus, it is a primary object of the present invention to provide novelnon-curable aminofunctional silicone compositions which impart goodconditioning properties to hair and good hand properties to fabric.

Another disadvantage to the use of amodimethicone andtrimethylsilylamodimethicone polymers in hair-treating orfabric-treating compositions is the presence in these polymers ofsecondary amines. Secondary amines tend to become yellow duringoxidation.

It is therefore a further object of this invention to provide anaminofunctional silicone for use in hair-treatment or fabric-treatmentcompositions wherein the silicone does not contain secondary amines.

These objects and others are achieved in the present invention.

In general, the performance of an aminofunctional silicone containingamine-substituted hydrocarbon groups bonded to silicon atoms along thepolysiloxane chain as opposed to the terminal silicon atoms has beenfound to depend on the level of amine equivalence, structure (i.e.,linear versus branched), and viscosity. Better conditioning propertiesare provided by aminofunctional polysiloxanes having higher levels ofamine equivalence, a linear rather than a branched structure, or higherviscosity.

The present invention is based on the discovery that propertiescomparable to or somewhat better than those of high viscosity, linearpolysiloxane containing high levels of amine equivalence can be achievedwith a low viscosity, branched polysiloxane having relatively low levelsof amine equivalence.

SUMMARY OF THE INVENTION

Accordingly, one aspect of the present invention is directed to adiorganoaminoorganosiloxy-terminated polysiloxane having the generalformula: ##STR1## wherein each R is independently a substituted orunsubstituted hydrocarbon radical; each R¹ is independently a divalentalkylene, alkarylene or arylene radical; a, b, and c are numbers havingvalues such that the sum a+b+c equals a number ranging from about 20 toabout 1000; each y is a number ranging from about 1 to about 100; theamine equivalent of the polysiloxane ranges from about 0.05 to about2.0; and the viscosity ranges from about 20 to about 5000 centipoise at25° C.

Another aspect of the present invention is directed to a composition,comprising:

(A) from about 0.1% to about 5.0% by weight of thediorganoaminoorganosiloxy-terminated polysiloxane having the generalformula set forth above; and

(B) from about 95% to about 99.9% by weight of a diluent selected fromthe group consisting of a physiologically acceptable organic solvent andan aqueous emulsion comprising water and an effective amount of anoil-in-water type surfactant.

The composition set forth above is useful as a hair treating or as afabric treating composition.

This invention is also directed to a method of conditioning hair whichcomprises the step of contacting hair with an effective amount of thecomposition described above.

This invention is further directed to a method of treating textilefabric which comprises the step of contacting the textile fabric with aneffective amount of the composition described above.

The composition of this invention imparts improved or comparable wet anddry combing, softness and flexibility properties to hair, while causingless irritation to the skin and providing sheen and glosscharacteristics comparable to those of aminofunctional siliconeconditioning agents presently in use.

DETAILED DESCRIPTION OF THE INVENTION

The novel aminodialkysiloxy-terminated polydiorganosiloxanes of thepresent invention are useful in such hair treating compositions asconditioners, rinses, shampoos, aerosols, pump sprays, lotions, creamsor mousse-type compositions.

The term "hair" as used in the present invention includes treated anduntreated human hair, animal hair, and any type of fiber that needsgloss, reduced fly-away and ease of combing. Treated hair includes hairthat is chemically changed and/or damaged by permanents and dyes.

Textile fabrics suitable for use in this invention include, for example,polyester, polyester cotton, polyester cotton, polyester rayon, cotton,rayon, nylon, and the like.

The novel aminofunctional silicones of the present invention arerepresented by the general formula: ##STR2## wherein each R isindependently a substituted or unsubstituted hydrocarbon radical; eachR¹ is independently a divalent alkylene, alkarylene or arylene radical;a, b, and c are numbers having values such that the sum a+b+c equals anumber ranging from ranging from about 20 to about 1000; each y is anumber ranging from about 1 to about 100; the amine equivalent of thepolysiloxane ranges from about 0.05 to about 2.0; and the viscosityranges from about 20 to about 5000 centipoise at 25° C.

Examples of groups represented by R in Formula (I) above include alkylradicals; aryl radicals; alkenyl radicals; alkaryl radicals; andradicals wherein one or more hydrogen atoms of any of the foregoing isreplaced with a halogen, cyano, or amino group. R is preferably an alkylradical and most preferably a methyl group.

R¹ is preferably an alkylene group of the general formula --C_(n) H_(2n)-- wherein n has a value of from about 1 to about 10, preferably fromabout 3 to about 6, and most preferably of about 3.

In formula (I), the sum a+b+c is preferably a number ranging from about80 to about 500, and most preferably from about 200 to about 350; and yis preferably a number ranging from about 1 to about 20, and mostpreferably from about 1 to about 5.

The amine equivalent of the polysiloxane represented by formula (I)above ranges from about 0.05 to about 2.0, preferably from about 0.1 toabout 1.0 and most preferably from about 0.1 to about 0.8.

The viscosity of the aminofunctional polysiloxane of this inventionranges from about 20 to about 5000, preferably from about 100 to about3000, and most preferably from about 500 to about 2500 centipoise, at25° C.

The novel diorganoaminoorganosiloxy-terminated polysiloxane of thisinvention can be prepared by any suitable method. In a particularlyeffective method, the siloxane is prepared by equilibrating anaminoorgano-terminated polydiorganosiloxane fluid containingmonofunctional siloxy, difunctional siloxy and trifunctional siloxyunits, and a cyclosiloxane such as octamethylcyclotetrasiloxane.Preferably, the equilibration is effected at a temperature of 150° C. orgreater in the presence of a basic equilibration catalyst such aspotassium hydroxide. Those skilled in the art will readily be able toconduct such an equilibration without undue experimentation.

In this invention, the compositions for treating hair or fabric comprise(A) from about 0.1% to about 5%, preferably from about 0.5% to about 3%,and most preferably from about 1% to about 2%, by weight of thediorganoaminoorganosiloxy-terminated polysiloxanes of formula (I) and(B) from about 95% to about 99.9%, preferably from about 97% to about99.5%, and most preferably from about 98% to about 99% by weight of adiluent selected from the group consisting of a physiologicallyacceptable organic solvent and an aqueous emulsion comprising water andan effective amount of an oil-in-water type surfactant.

Since the diluent serves only to dilute the silicone polymer to allowuniform application of appropriately small quantities, any diluent thatis physiologically acceptable for use on the human body (when used in ahair treating composition) or an textile fabric (when used in afabric-treating composition) may be used. For example, the siliconepolymer can be dissolved in organic solvents such as alcohols, e.g.,ethanol and isopropanol; and polyols, e.g., ethylene glycol andpropylene glycol. Although not suitable for use on the human body,chlorinated alkanes such as 1,1,1-trichloroethane and methylene chloridecan be used in compositions for treating textile fabric.

Preferably, the silicone polymer is used to treat hair or fabric in theform of an aqueous dispersion or emulsion. Aqueous emulsions of siliconepolymer can be prepared by high shear mixing of the polymer in waterusing a suitable emulsifying surfactant as is well known in the art.

The emusifying surfactant used in the aqueous emulsion is any cationic,anionic, or nonionic organic oil-in-water type surfactant having an HLBvalue of from 8 to 18 inclusive. Examples of anionic surfactants includecarboxylates, sulfonates, sulfates, and phosphate esters. Suitablecationic surfactants include amines, e.g., polyoxyethylene fatty amines,and quaternary salts, polyethoxylated quaternary ammonium salts.Non-ionic surfactants include polyoxyethylene derivatives of fattyalcohols, carboxylic esters, and carboxylic amides. It is preferred thatthe surfactant be non-ionic because non-ionic surfactants are compatiblewith anionic and cationic surfactants and can be used in compositionscontaining these surfactants without adverse effects. Specific examplesof suitable non-ionic surfactants include polyoxyethylene octyl phenolcontaining 10 polyoxyethylene units, an alkyl ether of polyoxyethylene,an alkyl aryl ether of polyoxyethylene, trimethylnonyl polyethyleneglycol ether, octyl phenoxy polyethoxy ethanol, and mixtures thereof.Most preferably, the surfactant is a mixture of approximately equalparts of trimethylnonyl polyethylene glycol ether and octyl phenoxypolyethoxy ethanol.

Microemulsions of the aminofunctional silicones in water are alsosuitable for use in the present invention. Microemulsions of thesilicone polymers can be prepared by the method described in U.S. Pat.No. 4,620,878 (hereby incorporated by reference herein), which describesgenerally the preparation of emulsions of silicones containing polarsubstituents.

The composition of this invention is prepared by dissolving the siloxanepolymer in the physiologically acceptable organic solvent or by formingan aqueous emulsion of the siloxane polymer.

Depending on the specific hair treating application, the composition ofthis invention may be formulated by conventional means into aerosol,pump spray, spritz, lotion, cream, gel, or mousse type compositions foreasy application to hair.

In addition to the essential ingredients specified above, thecomposition of this invention may further comprise other ingredientswhich are conventional and/or beneficial. Examples of such otheringredients are thickeners and stabilizers, e.g., carboxymethylcellulose, hydroxypropyl cellulose, and guar gum; perfumes;viscosity/foam boosters; bactericides; solvents, e.g., ethanol SDA40;organic resins, e.g., polyquaternium 11; emulsifiers, e.g., ceteareth20, steareth 20, stearyl alcohol, and polysorbate 20; emollient oil,e.g., dimethicone and cyclomethicone; preservatives, e.g., methylparaben methylisothiazolinone, KATHON (Registered Trade Mark)preservative, available from Rohm & Haas Company, Inc.; opacifiers;sequestering agents; pH adjusting agents, e.g., citric acid; dyes;specialty additives, such as re-fatting agents (e.g., isopropylmyristate, cetyl alcohol, propylene glycol), pearlescent agents (e.g.,ethylene glycol distearate), dandruff control agents (e.g., zincpyrithione); and conventional hair conditioning agents such as waxes,oils, stearalkonium chloride, dicetyldimonium chloride, stearamidopropyldimethylamine, and organic quaternary compounds. The hair treatingcomposition of the present invention may further comprise an additivethat reduces static electricity build-up and fly-away. Such an additiveis preferably a quaternary amine.

The hair treating composition of this invention can be applied, forexample, in the form of shampoo; rinsing products to be applied aftershampooing, before or after tinting or bleaching, and before or afterpermanent waving or straightening; products for setting or brushing;conditioning compositions; restoring compositions; and compositions forpermanent-waved hair.

The hair treating composition may form a shampoo, in which case, thecomposition contains a cleansing surfactant in addition to the siliconepolymer and the diluent. The concentration of cleansing surfactant canrange from about 2 to 40 parts by weight of total composition. Cleansingsurfactants selected from the group consisting of anionic surfactants,nonionic surfactants, and amphoteric surfactants are well known for usein shampoo formulations. For example, the anionic, nonionic andamphoteric surfactants useful as cleansing agents in shampoos arefurther described in U.S. Pat. No. 4,559,227, which is herebyincorporated by reference.

Typical cleansing surfactants include the anionic surfactants such asthe sodium, ammonium, or triethanolamine salts of lauryl sulfate andlauryl ether sulfate; the nonionic surfactants such as fatty acidalkanolamides like lauric acid diethanolamide; and the amphotericsurfactants such as N-cocamidopropyl dimethyl glycine. Generally, theanionic surfactants, especially the sodium, ammonium, andtriethanolamine salts of lauryl sulfate, are preferred since theyprovide richer, denser foams than other types of cleansing surfactantsat comparable concentrations.

The hair treating composition of this invention may form a conditioningproduct for application to hair after shampooing. The hair is typicallyrinsed in running water after treatment with the conditioningcomposition. Conditioners facilitate combing out hair and impartssoftness and suppleness to the hair. Conditioning compositions may alsocontain other components such as thickeners and auxiliary conditioningcompounds. Auxiliary conditioning agents may be used to provide furtherimproved conditioning benefits such as antistatic characteristics.Auxiliary conditioning agents useful in the composition of thisinvention include the organic cationic compounds and polymers such asstearyldimethylbenzylammonium chloride, quaternary nitrogen derivativesof cellulose ethers, and homopolymers and copolymers ofdimethyldiallylammonium chloride, and other quaternary ammoniumcompounds which are known for use in hair conditioning formulations.

One preferred embodiment of a hair conditioning composition within thescope of this invention has the formulation:

    ______________________________________                                        Water (distilled)     90.35% by weight                                        Citric Acid           0.05% by weight                                         cetearyl alcohol      3.5% by weight                                          dicetyldimonium chloride                                                                            1.0% by weight                                          stearamidopropyldimethylamine                                                                       0.5% by weight                                          cyclomethicone        1.5% by weight                                          Aminopolysiloxane Emulsion                                                                          3.0% by weight                                          Preservative          0.1% by weight                                          ______________________________________                                         *Preservative contains 95% cis1-(3-chloroally)-3, 5,                          7,triaza-1-azoniaadamantane chloride and 4% of hexamethylenetetramine         hydrochloride, percentages being based on the weight of Preservative.    

In the hair-treating method of this invention, an effective amount ofthe composition of this invention is applied to the surface of the hairin any suitable manner such as by massaging the composition throughoutthe hair by hand, by dipping the hair into the composition, by brushingor combing the composition throughout the hair or by spraying.

After the composition is applied, the hair may or may not be rinsed,depending on whether the composition applied is a rinsable ornon-rinsable composition.

Generally, the amount of hair treating composition that is applied isthat amount which is effective to thoroughly coat the hair. The amountrequired will vary with the quantity and type of hair of eachindividual. Appropriate amounts for any individual's hair are readilydetermined by one or two trial applications. The length of time in whichthe conditioner should be left on the hair will also vary according tohair type. Generally, the conditioner is left on the hair for a periodof from at least about 30 seconds to about 2 minutes.

As mentioned previously herein, the present invention is furtherdirected to a composition and method for treating textile fabrics,wherein the aminofunctional siloxane is used. Treatment of textilefabric with the aminofunctional silicone of this invention imparts tothe fabric improvements in such properties as softness, hand, wrinkleresistance, ironing ease, and soiling resistance.

The composition for treating textile fabric can contain a liquidcomposition consisting solely of the aminofunctional silicone of thisinvention. However, it is preferable that the liquid composition beprepared by dissolving or dispersing or emulsifying the aminofunctionalsilicone in a suitable medium such as an organic liquid or water, asdescribed previously herein.

Emulsion compositions for practicing the textile treating method of theinvention can be prepared according to known methods using any of theemulsifying agents described previously herein.

The textile-treating liquid composition of this invention may alsocontain non-essential components such as pigments, emulsifying agents,fire-retardant additives, plasticizers, antistatic agents and perfumes,when desired.

In the textile treating method of the present invention, the liquidcomposition (either the aminofunctional polysiloxane or an organicsolution or aqueous emulsion thereof) is applied to at least one surfaceof the textile fabric in any suitable manner such as by dipping,spraying, or brushing. The applied liquid composition is then heated toa temperature of from above room temperature to less than the melting ordecomposition temperature of the textile fabric. Heating may be done byany suitable method or combination of methods, but preferably is done bypassing the coated textile fabric through a hot air oven. The coatedfabric should be heated for an amount of time sufficient to evaporateany water that is present.

It should be understood that the method for treating textile fabric canbe used to modify an end product textile or an intermediate textile. Forexample, it is within the intended scope of the present invention tomodify a fiber or filament at any point during or after its preparationand subsequently fabricate an article such as a yarn, a fabric, or agarment from the modified fiber or filament. Alternatively, a fabric ora garment fashioned from a fiber or filament, and, subsequently, treatedaccording to the method of the present invention.

The following examples further describe and demonstrate embodimentswithin the scope of the present invention. The examples are given solelyfor the purpose of illustration and are not to be construed aslimitations of the present invention as many variations thereof arepossible without departing from its spirit and scope.

Unless otherwise indicated, all parts are by weight.

EXPERIMENTAL Example 1

Example 1 illustrates the preparation of an aminofunctional siliconewithin the scope of the present invention.

To a three liter round bottom flask equipped with thermometer, nitrogenblanket, condensor, water trap, agitator, and thermal controller, therewas added 115 grams of M¹ D₇.7 M¹, i.e., bisaminopropyl (dimethyl)siloxane, 170 grams of silanol-stopped siloxane intermediate (93%dimethyl and 7% methyl), 1430 grams of octamethylcyclotetrasiloxane, and2 grams of tetramethyl ammonium hydroxide solution. The mixture wascooked for 16 hours at 80° C. and the solids content went to 87%,indicating an equilibrated oil. The fluid was then heated to 140° C. todestroy the catalyst. After the catalyst was destroyed, the fluid wasstripped at 170° C. under nitrogen sparge at a vacuum of less than 10mm. The fluid was then filtered through Celite #545. The resultingproduct had a viscosity of 550 centipoise at 25° C. and a solids contentof 96.6% solids.

Example 2

Example 2 illustrates the preparation of an emulsion of theaminofunctional silicone prepared in Example 1 above.

700 grams of the fluid prepared in Example 1 above were blended with 80grams of surfactant, i.e., 90%trimethyl-4-nonlyloxypolyethyleneoxyethoxyethanol), 200 grams of water,and 0.18% of Proxel GXL biocide. The premix was stirred slowly and heldat 45° C. The premix was then passed through a colloid mill with 8-10mil gap at 25-30 psi (i.e., "pounds per square inch") pressure. Theresulting translucent paste was diluted with water to yield a producthaving a total solids content of 36.5%.

Example 3 and Comparison Examples A and B

Three hair conditioner compositions having the formulations set forth inTable 1 below were prepared. The three compositions differed in the typeof aminofunctional silicone polymer used.

The aminofunctional silicone used in the hair conditioner composition ofExample 3 was a branched aminofunctional dimethylpolysiloxane containingterminal amine groups and having an amine equivalent of 0.15milliequivalents (meq) and a viscosity of 500 centipoise at 25° C. Theaminofunctional silicone used in Example 3 will sometimes be referred toherein as "Polymer G".

The aminofunctional silicone used in the hair conditioner composition ofComparison Example A was a linear aminofunctional dimethylpolysiloxanecontaining pendant (i.e., along the chain) amine groups and having anamine equivalent of 0.8 milliequivalents (meq) and a viscosity of 2000centipoise at 25° C. The aminofunctional silicone used in ComparisonExample A will sometimes be referred to herein as "Polymer D".

An aminofunctional silicone was not used in the hair conditionercomposition of Comparison B.

                  TABLE 1                                                         ______________________________________                                        Formulations: Example 3 and Comparison Examples A and B                                    Weight                                                                        Percent Function                                                 ______________________________________                                        Part A                                                                        Ceteareth 20   1.0       Emulsifier                                           Stearyl Alcohol                                                                              2.0       Re-fatting Agent                                     Stearamidopropyl                                                                             0.8       Conditioning Additive                                dimethylamine                                                                 Quaternium 18  1.4       Conditioning Additive                                Cyclomethicone 3.0       Wet-combing Additive                                 Part B                                                                        Water          88.7                                                           Part C                                                                        Silicone Emulsion                                                                            3.0       Conditioning and Shine                                                        Additive                                             KATHON (Registered                                                                           0.1       Preservative                                         Trademark) preservative                                                       ______________________________________                                    

In Table 1 above, the silicone emulsion contains the formulation setforth in Table 2 below:

                  TABLE 2                                                         ______________________________________                                        Silicone Emulsion Formulation                                                 Ingredient         Weight Percent                                             ______________________________________                                        Aminofunctional Silicone                                                                         35.0                                                       Non-ionic Surfactants                                                                            6.0                                                        Water              58.5                                                       Preservative       0.5                                                        ______________________________________                                    

The hair conditioning properties of the three compositions prepared inExample 3 and Comparison Examples A and B were tested on bleachedEuropean hair tresses and compared on the basis of softness andflexibility, ease of wet and dry combing, and snarling. The rating scaleranged from 1 to 5, with 1 being worst and 5 being best. The results areshown in Table 3.

                  TABLE 3                                                         ______________________________________                                        Example 3 and Comparison Examples A and B:                                    Summary of Conditioning Properties                                                                  Comparison Comparison                                   Property   Example 3  Example A  Example B                                    ______________________________________                                        Snarling   4.0        3.5        2.0                                          Wet Combing                                                                              4.5        4.0        2.0                                          Dry Combing                                                                              4.0        3.5        2.5                                          Softness and                                                                             4.0        4.0        2.5                                          Flexibity                                                                     ______________________________________                                    

The results shown in Table 3 above indicate that the hair conditioningcomposition containing an aminofunctional silicone polymer havingterminal amine groups (Example 3) provided significant conditioningbenefits as compared to the hair conditioning composition having noaminofunctional silicone (Comparison Example B). The results in thetable further indicate that the hair conditioning composition containingan aminofunctional silicone having terminal amine groups providedconditioning properties which were comparable to or somewhat better thanthose of the hair conditioning composition containing an aminofunctionalsilicone having pendant amine groups (Comparison Example A).

Example 4 and Comparison Examples C and D

In Example 4 and Comparison Example C, hair conditioning compositionsidentical to those prepared in Example 3 and Comparison Example A,respectively, were prepared and tested for conditioning properties bymeans of half-head salon tests. In each comparison, a 10 member panel offemales with damaged hair, i.e., permed, bleached, or frosted hair, wasused. In the half-head tests, the hair of the individual panelists waswashed twice with Johnson's Baby Shampoo (10 milliliters of the shampoowas used in the first washing, 6 milliliters was used in the secondwashing) and then parted in the middle. Ten milliliters of one of thethe two conditioning compositions being compared were applied to oneside of the head, and ten milliliters of the other conditioningcomposition were applied to the other side. The conditioner was massagedinto the hair and left on for 1-2 minutes after which it was rinsedthoroughly. The hair was then evaluated for wet combing characteristics,after which the hair was dried and evaluated for dry combingcharacteristics.

The hair conditioning composition used in Example 4 was identical tothat used in Example 3, i.e., the hair conditioning compositioncontained a branched aminofunctional dimethylpolysiloxane containingterminal amine groups and having an amine equivalent of 0.15milliequivalents (meq) and a viscosity of 500 centipoise at 25° C.("Polymer G"). The hair conditioning composition used in ComparisonExample C was identical to that used in Comparison Example A, i.e., thehair conditioning composition contained a linear aminofunctionaldimethylpolysiloxane having pendant (i.e., along the chain) amine groupsand an amine equivalent of 0.8 milliequivalents (meq) and a viscosity of2000 centipoise at 25° C. ("Polymer D").

The conditioning properties evaluated were ease of wet combing(detangling), ease of wet combing (subsequent), ease of dry combing,fly-away, luster, feel of hair, degree of conditioning, body, fullness,and bounce. The characteristics were evaluated by a licensed beauticianand by the individual panelists. The rating scale was based on thefollowing system:

    4.0-6.0=Acceptable

    2.1-3.9=Marginally Acceptable

    1.0-2.0=Unacceptable

The mean rating scores for Example 4 and Comparison Example C asevaluated by a licensed beautician are shown in Table 4 below and themean rating scores as evaluated by the panelists are shown in Table 5.

                  TABLE 4                                                         ______________________________________                                        Example 4 and Comparison Example C:                                           Half-Head Testing Scores                                                      As Provided By Licensed Beautician                                                                          Comparison                                      Properties         Example 4  Example C                                       ______________________________________                                        Ease of Wet Combing-Detangling                                                                   5.4        5.0                                             Ease of Wet Combing-Subsequent                                                                   5.4        5.0                                             Ease of Dry Combing                                                                              4.8        4.1                                             Fly-Away           4.7        4.6                                             Luster             4.5        4.9                                             Feel of Hair       4.3        4.1                                             Degree of Conditioning                                                                           3.7        3.7                                             Body               3.8        3.9                                             Fullness           4.0        4.1                                             Bounce             4.1        4.1                                             ______________________________________                                    

                  TABLE 5                                                         ______________________________________                                        Example 4 and Comparison Example C:                                           Half-Head Testing Scores                                                      As Provided By Individual Panelists                                                                      Comparison                                         Properties       Example 4 Example C                                          ______________________________________                                        Fly-Away         4.3       4.3                                                Luster           4.5       3.6                                                Feel of Hair     4.8       4.2                                                Degree of Conditioning                                                                         3.6       3.5                                                Body             4.6       3.5                                                Fullness         4.2       3.7                                                Bounce           4.4       3.3                                                ______________________________________                                    

The composition containing Polymer G (Example 4) was found by theindividual panelists to provide significantly better luster propertiesthan the composition containing Polymer D (Comparison Example C). Theother scoring averages were also higher for Polymer G but were notstatistically significant due to a large standard deviation in theresults.

Example 5 and Comparison Example D

These examples compare the conditioning properties imparted to hair by acomposition identical to that used in Examples 3 and 4 (Example 5) withthe conditioning properties imparted to hair by a composition identicalto that used in Examples 3 and 4 except that instead of theamine-terminated silicone, a linear aminofunctional amodimethiconesilicone ("Polymer A") having a viscosity of 250 centistokes at 25° C.and an amine equivalent of approximately 0.5-0.6 milliequivalent pergram is used (Comparison Example D).

The compositions prepared in Example 5 and Comparison Example D weretested for conditioning properties by means of half-head salon tests,conducted as described previously herein. The conditioning propertiesevaluated were ease of wet combing (detangling), ease of wet combing(subsequent), ease of dry combing, fly-away, luster, feel of hair,degree of conditioning, body, fullness, and bounce. The characteristicswere evaluated by a licensed beautician and by the individual panelistsin the manner indicated previously herein. The rating scale describedabove was also used in these examples.

The mean rating scores for Example 5 and Comparison Example D asevaluated by a licensed beautician are shown in Table 6 below and thescores as evaluated by the panelists are shown in Table 7.

                  TABLE 6                                                         ______________________________________                                        Example 5 and Comparison Example D:                                           Half-Head Testing Scores                                                      As Provided By Licensed Beautician                                                                          Comparison                                      Properties         Example 5  Example D                                       ______________________________________                                        Ease of Wet Combing-Detangling                                                                   4.5        4.6                                             Ease of Wet Combing-Subsequent                                                                   4.7        4.6                                             Ease of Dry Combing                                                                              4.5        3.9                                             Fly-Away           4.3        4.0                                             Luster             4.2        3.8                                             Feel of Hair       4.3        3.8                                             Degree of Conditioning                                                                           3.8        3.5                                             Body               3.8        3.8                                             Fullness           3.8        3.8                                             Bounce             3.9        3.8                                             ______________________________________                                    

                  TABLE 7                                                         ______________________________________                                        Example 5 and Comparison Example D:                                           Half-Head Testing Scores                                                      As Provided By Individual Panelists                                                                      Comparison                                         Properties       Example 5 Example D                                          ______________________________________                                        Fly-Away         4.6       4.2                                                Luster           4.3       3.7                                                Feel of Hair     4.1       3.7                                                Degree of Conditioning                                                                         2.8       2.6                                                Body             4.1       3.6                                                Fullness         4.0       3.7                                                Bounce           3.8       3.5                                                ______________________________________                                    

As can be seen from the scores recorded in Tables 6 and 7 above, thecomposition containing Polymer G (Example 5) provided propertiescomparable to or better than those provided by the compositioncontaining Polymer A (Comparison Example D).

What is claimed is:
 1. A composition comprising by weight:(A) from about0.1% to about 5% of a diorganoaminoorganosiloxy-terminated polysiloxanecomposition having the general formula: ##STR3## wherein each R isindependently a substituted or unsubstituted hydrocarbon radical; eachR¹ is independently a divalent alkylene, alkarylene or arylene radical;a, b, and c are numbers having values such that the sum a+b+c equals anumber ranging from about 20 to about 1000; each y is a number rangingfrom about 1 to about 100; the amine equivalent of the polysiloxaneranges from about 0.05 to about 2.0; and the viscosity ranges from about20 to about 5000 centipoise at 25° C.; and (B) from about 95% to about99.9% of a diluent selected from the group consisting of aphysiologically acceptable organic solvent and an aqueous emulsioncomprising water and an effective amount of an oil-in-water typesurfactant having an HLB value of from 8 to 18 inclusive.
 2. Thecomposition of claim 1, wherein component (A) is present in an amountwithin the range of from about 0.5% to about 3% and component (B) ispresent in an amount within the range of from about 97% to about 99.5%.3. The composition of claim 2 wherein component (A) is present in anamount within the range of from about 1% to about 2% and component (B)is present in an amount within the range of from about 98% to about 99%.4. The composition of claim 1 wherein the diluent is an aqueous emulsioncomprising water and an effective amount of an oil-in-water typesurfactant having an HLB value of from 8 to 18 inclusive.
 5. Thecomposition of claim 4 wherein the oil-in-water type surfactant is acationic surfactant selected from the group consisting ofpolyethoxylated quaternary ammonium salts and polyoxyethylene fattyamines.
 6. The composition of claim 4 wherein the oil-in-water typesurfactant is a nonionic surfactant selected from the group consistingof polyoxyethylene octyl phenol containing 10 polyoxyethylene units, analkyl ether of polyoxyethylene, an alkyl aryl ether of polyoxyethylene,trimethylnonyl polyethylene glycol ether, octyl phenoxy polyethoxyethanol, and mixtures thereof.
 7. The composition of claim 6 wherein thenonionic surfactant is a mixture of approximately equal parts oftrimethylnonyl polyethylene glycol ether and octyl phenoxy polyethoxyethanol.
 8. The composition of claim 4 wherein the oil-in-water typesurfactant is an anionic surfactant.
 9. The composition of claim 8wherein the anionic surfactant is selected from the group consistingessentially of carboxylates, sulfonates, sulfates, and phosphate esters.10. The composition of claim 1 further comprising thickeners;stabilizers; perfumes; viscosity/foam boosters; bactericides; solvents;organic resins; emulsifiers; emollient oil; preservatives; opacifiers;sequestering agents; pH adjusting agents; re-fatting agents; pearlescentagents; dandruff control agents; waxes; oils; stearalkonium chloride;dicetyldimonium chloride; stearamidopropyl dimethylamine; and organicquaternary compounds.
 11. A hair treating composition comprising thecomposition of claim 1 and further comprising a perfume.
 12. Acomposition of claim 1 wherein the composition further comprises acleansing surfactant and is a shampoo.
 13. A composition of claim 1wherein the composition further comprises an auxiliary conditioningagent and is a hair conditioning composition.
 14. A composition of claim1 wherein the composition further comprises a thickener and a stabilizerand is a hair styling gel.
 15. A composition of claim 1 wherein thecomposition further comprises a solvent and is a hair spray.
 16. Acomposition of claim 1 wherein the composition further comprises anorganic resin and is a mousse.
 17. A hair treating compositioncomprising by weight:(a) 90.35% of water; (b) 0.05% of citric acid; (c)3.5% of cetearyl alcohol; (d) 1.0% of dicetyldimonium chloride; (e) 0.5%of stearamidopropyldimethylamine; (f) 1.5% of cyclomethicone; (g) 3.0%of the emulsion of claim 16; and (h) 0.1% of a preservative comprisingby weight 95% cis-1-(3-chloroally)-3,5,7,-triaza-1-azoniaadamantanechloride and 4% of hexamethylenetetramine hydrochloride.
 18. A method oftreating hair comprising the step of contacting hair with an effectiveamount of the composition of claim
 1. 19. A method of treating haircomprising the step of contacting hair with an effective amount of thecomposition of claim
 17. 20. A fabric treating composition comprisingthe composition of claim 1 and a medium selected from the groupconsisting of an organic liquid or water.
 21. A method for treating atextile fabric, comprising the step of contacting the surface of thetextile fabric with an effective amount of thediorganoaminoorganosiloxy-terminated polysiloxane composition ofclaim
 1. 22. A method according to claim 21 wherein the textile fabricis polyester, polyester cotton, polyester cotton, polyester rayon,cotton, rayon, or nylon.
 23. A method for treating a textile fabric,comprising the step of contacting the surface of the textile fabric withan effective amount of the composition of claim
 1. 24. A methodaccording to claim 23 wherein the textile fabric is polyester, polyestercotton, polyester cotton, polyester rayon, cotton, rayon, or nylon.